How To Style An Oversized Shirt In 9 Ways
How To Style An Oversized Shirt In 9 Ways
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Looking for how to style an oversized shirt? Well then, keep reading. Oversized shirts are one of the trendiest pieces in today’s fashion world. No doubt, bodycon or figure-hugging fashion has its own glamour, but the oversized shirt has taken the fashion world by storm due to the comfort and relaxed fit it renders, keeping up the fashion game intact.

If you’re planning to try the trend, this oversized shirt on Amazon is a great pick to start with – comfy, chic, and versatile enough for any season.

The breezy oversized shirt can elevate the style quotient by various levels. However, it can break the look if styled inappropriately. Well, fret not, here we will be discussing how to style an oversized shirt in 9 ways. There is a lot of room for fashion with just an oversized shirt by styling it into different ensembles or transitioning from one season’s look to another season.

The oversized shirt is a timeless, year-round staple, making it a must-have for every fashion-forward woman. Without further ado, let’s explore how to style an oversized shirt in 9 ways.

P.S: To amp up your style further with the latest trends in outfits then do read 15 Spring Summer 2025 Fashion Trends or 9 Spring Summer 2025 Color Trends

Read: How To Wear A Denim Jacket In 7 Ways To Look Chic

Read: How To Wear A Pleated Skirt Stylishly In 7 Ways

Table Of Contents:

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How To Style An Oversized Shirt In 9 Ways

Before we jump into how to style an oversized shirt, let us see how to wear an oversized shirt in different ways. These are simple tips that you can use to play around and transform your look further.

Different Ways To Wear An Oversized Shirt

Half Tuck:

A half tuck helps define your waistline while giving a nonchalant look. So whatever you pair with, try a half-tuck to showcase the waist.

Layer in Winters:

Layering is always in fashion and will always be. Sweater vests are yet again back and how in trend. They pair beautifully with button-down oversized shirts. Knit cardigans also complement amazingly with a button-down shirt.

Full Tuck:

Well, you can just switch the look from half-tuck to full-tuck to create variations in the look. Half tuck renders a fashionista look while full tuck provides a more polished and sophisticated look.

Accessories:

Play around with several accessories to create versatile looks. In summer you can adorn the look with a hat. You can switch from sneakers or boots in winter to sandals in summer. Do not refrain from accessorizing your outfit with different earrings, bracelets, or chains. Try exploring different types of bags to compliment your outfit.

Colors:

Opt for subtle colours in summer whereas darker hues for fall and winter. However, there is no thumb rule to follow the color scheme. You can go about any color of your choice.

How To Style An Oversized Shirt In 9 Ways

Oversized Shirt With Jeans And Sneakers

How to style an oversized shirt - with jeans

Jeans are a staple of any wardrobe. They can elevate the look of almost any outfit profusely. Just slide in high-rise jeans, you can tuck in the shirt either full or half or leave it as it is, just the way you like. Embellish the look with sneakers and a tote bag and walk with the look like a chic. Pairing an oversized shirt with ripped jeans would give them an extra edge. Jeans that sit right on you will try to balance out your body proportions with an oversized style.

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An oversized white button-down shirt or button-up shirt with blue denim jeans is one of the best looks in my opinion.

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Read: Best Jeans For Every Body Type For Female That Gives A Flattering Look

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High Rise Jeans

Oversized Shirt As An Over Shirt

How to style an oversized shirt - as an overshirt

This can be a nonchalant fashion for the fall season. You can throw on an oversized shirt to style any outfit that you would be wearing for fall. You can layer it over a crop top and jeans or a top and skirt. Pair it with cute ankle-high or knee-high boots with some heeled elevation to spice up the attire. In summer, you can style an oversized shirt over a cami top or tank top paired with a skirt or shorts and sandals. A plaid or check shirt looks extremely superb as an overshirt.

Read: 12 Best Knee-High Boots To Raise The Style High

Shop The Trend:

overshirt

Plaid Overshirt

Oversized Shirt As Dress

how to style an oversized shirt as dress

Looking to style an oversized shirt as a dress? Well, absolutely you can. In summer you can just wear an oversized shirt as a dress with strappy sandals, chains, and a bracelet. If you are looking for a modest look, you can pair an oversized shirt with shorts underneath.

You can also add a waist belt to the oversized shirt to showcase the silhouette of your waistline. During fall, you can ditch the sandals and embrace knee-high boots with some heels to set the temperature high. However, in winter when the temperature gets cooler, you can team it up with leggings or jeans or maybe a thigh-high boot and throw on a mid-length cardigan or jacket to sheath you from the cold. Embellish the look with earrings or chains.

Shop The Trend:

Belt For Dresses

Oversized Shirt With Denim Shorts And Sneakers

How to style an oversized shirt - with denim shorts

Can summer be as chic as this? Half-tuck your oversized button-down or button-up shirt with denim shorts and pair it with sneakers for a polished look. For a breezy look do not tuck the shirt, let it fall over the shorts. Opt for subtle colors for summer. During fall when the temperature fickles just throw on a cardigan or jacket over the shirt and replace the sneakers with knee-high boots.

Shop The Trend:

striped shirt in how to wear a striped shirt

Oversized Striped Shirt

High-Rise Denim Shorts

Oversized Shirt With Sweater Vest And Boots

How to style an oversized shirt - with sweater vests

Impart a modish look with the basic button-down or button-up shirt this fall by layering it up with a knit sweater vest pullover top. Pair it with ripped jeans if would prefer in fall (or you can wear simple jeans) and ankle-high boots to add oodles of style statement to the look. For a stylish approach, you can try cable knit sweater vests in earthy tones. The intricate-looking cable knit design makes the look of the sweater vests ultramodern. Do not forget to accessorize the look with a chain and a tote bag.

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Shop The Trend:

sweater vest

Oversized V Neck Knit Sweater Vest Tunic Sleeveless Pullover Top

Oversized Shirt With Skirt

how to style an oversize shirt - with skirt

Pair the classic white button-down or button-up shirt with a skirt. A pencil skirt or a flowy skirt, whichever you prefer. You can play around with some fun colored skirts to nail the fashion game on point. When the temperature drops, sheath with a blazer or jacket. Walk with poise in pointed-toe or square-toe boots. Accessorize the look with jewelry and a bag to earn brownie points. For an office look, opt for a pencil skirt in solid color or plaid prints teamed with a blazer and neutral colored pumps.

Shop The Trend:

Oversized Shirt With Sequin Skirt And Strappy Sandals

How to style an oversized shirt - with sequin skirt

A voguish look that is trending hot currently is a button-down shirt paired with a sequin skirt. A classic white button-down shirt with a sequin skirt is the talk of the town. However, you can pair a sequin skirt with a coordinating oversized shirt if that is how you prefer. Complete the look with a strappy sandal to add additional charm to the look and a sleek tote bag.

Shop The Trend:

ankle strap heels

Strap Heels Sandals

Oversized Shirt With Monotone Cotton Shorts

How to style an oversized shirt - with monotone cotton shorts

I am just hooked on this look created with a monochromatic shade oversized shirt and cotton shorts, the belt adds to the look, taking it up a notch. If you have something similar in your closet in monotone shades, do give it a shot. Add a different color belt to pop up the monotone attire. Pair it with clogs or mules to complete the look. In summer, this look will appear chicer with a hat.

Shop The Trend:

mid-rise shorts

Mid-Rise Shorts

pointed toe mules

Pointed-Toe Mules

Oversized Denim Shirt With Denim Jeans

How to style an oversized shirt - with denim oversize shirt and jeans

One look you can always rely on is a denim-on-denim. Denim paired with denim can never go wrong; it is a foolproof style that works all season. This can be a phenomenal and easy go-to look when you can’t think of anything and wanna look bewitching.

You can experiment with this look by teaming it up with different shades of jeans and accessorizing it with a fancy belt. Half-tuck the denim shirt to accentuate your waist and make the legs appear longer. Try chunky heeled ankle-high or knee-high boots with these looks, to stand tall comfortably with elongated-looking legs.

Also, you can use a denim shirt as an overshirt and create a versatile outfit look with just this apparel. Isn’t it a multipurpose staple?

Shop The Trend:

button down denim shirt

Button-Down Denim Shirt

Frequently Asked Questions

How To Style An Oversized Shirt With Jeans?
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When styling an oversized shirt with jeans try well-fit jeans with a half-tucked oversized shirt. Jeans that sit right balance out the body proportion well with an oversized style. Also, styling this look with sneakers would proliferate the look. An oversized denim shirt with jeans is also another way to style up your look.

How To Style An Oversized Shirt With Shorts?

You can style an oversized shirt with denim shorts. Half tuck the oversized shirt on denim shorts and pair it with sneakers. You can also style an oversized shirt with monotone shorts. Just add a different color belt to augment the overall look.

How To Style An Oversized Shirt Dress?

You can wear an oversized shirt dress as it is in summer. If you would like to opt for a modest look consider wearing shorts underneath. You can also style an oversized shirt dress with a belt to ostentate the silhouette of your waistline. Pair it with strappy sandals in summer and with knee-high boots in fall. In winter you can pair the shirt dress with leggings or jeans.

Is Oversized Shirt In Style In 2025?

Yes, oversized shirts will be in style in 2025. They are classic and timeless pieces and hence will never go out of style. You can create various nonchalant styles using an oversized shirt and slay in style.

How Do You Wear An Oversized Shirt Stylishly?

Well, merely half-tucking the oversized shirt can raise the style quotient. For further styling, you can style it as a dress with shorts underneath. Pair it with well-fit jeans to proportionate the body. Or wear it with a pencil skirt, a flowy skirt, or a sequin skirt.

Conclusion

So here we have reached the end of this article. Let’s quickly recap the looks. The simplest and play-safe look would be an oversized denim shirt with denim jeans. One of the best looks for summer would be to pair a white oversized shirt with shorts without tucking in, giving a relaxed and breezy look.

For fall, try a sweater vest over an oversized shirt and team it up with jeans and ankle-high boots. In winter you can explore darker shades of oversized shirts. Accessories also play a vital role while styling an oversized shirt. Do accessorize your look with appealing bags, chains, and bracelets. Hope you relished reading this article.

How do you style an oversized shirt? Do share your ideas with me in the comment box below. Share this article on how to style an oversized shirt in 9 ways with your friends if you like it. Do follow my blog for the latest posts and updates. Till then keep styling and keep smiling.

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Just email your receipt to [email protected] and I’ll send your bonus right away!

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